5-Bromo-6-iodobenzo[d][1,3]dioxole → 8-(6-Bromo-benzo[1,3]dioxol-5-ylsulfanyl)adenine

Beteiligte Stoffe

Rolle	Name	HCID	Einwaage
Edukt	5-Bromo-6-iodobenzo[d][1,3]dioxole	HCID 3549864	—
Edukt	2,9-Dimethyl-1,10-phenanthroline hydrate	HCID 16211234	—
Edukt	sodium 2-methylpropan-2-olate	HCID 178418730	—
Edukt	HCID 178508691	HCID 178508691	—
Katalysator	Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)	HCID 24350	—
Lösungsmittel	Dimethylformamide	HCID 6228	—
Produkt	8-(6-Bromo-benzo[1,3]dioxol-5-ylsulfanyl)adenine	HCID 11474022	—

Reaktionsbedingungen

Temperatur	110 °C

Reaktionsschritte

8-Mercaptoadenine (602 mg, 3.6 mmol), neocuproine hydrate (81 mg, 0.36 mmol), CuI (69 mg, 0.36 mmol), NaO-t-Bu (692 mg, 7.2 mmol), 5-bromo-6-iodo-benzo[1,3]dioxole (3.53 g, 10.8 mmol) and anhydrous DMF (24 mL) were charged in a nitrogen box. The vessel was sealed with Teflon tape, placed in an oil bath (110° C.) and magnetically stirred for 24 h. The solvent was removed under high vacuum and the crude purified by column chromatography on silica gel

Herkunft & Nachweise

DOI	10.6084/m9.figshare.5104873.v1
Patentnummer	US07834181B2
Quelldatensatz	uspto-grants-2010_11
ORD ID	ord-6bbd4e19302a4a309c7d972bf8e42a9d
Quellennotiz	uspto-grants-2010_11